Issue 61, 2015

Multivalent thioglycopeptoids via photoclick chemistry: potent affinities towards LecA and BC2L-A lectins

Abstract

Solution-phase synthesis of linear and cyclic β- and α,β-peptoids was coupled to photo-induced thiol–ene coupling reaction to readily access multivalent thioglycoclusters. A tetrameric cyclic β-peptoid scaffold displaying 1-thio-β-D-galactose or 1-thio-α-D-mannose has revealed by ITC experiments efficient binding potency for bacterial lectins LecA and BC2L-A, respectively.

Graphical abstract: Multivalent thioglycopeptoids via photoclick chemistry: potent affinities towards LecA and BC2L-A lectins

Supplementary files

Article information

Article type
Communication
Submitted
05 Jun 2015
Accepted
23 Jun 2015
First published
03 Jul 2015

Chem. Commun., 2015,51, 12301-12304

Author version available

Multivalent thioglycopeptoids via photoclick chemistry: potent affinities towards LecA and BC2L-A lectins

C. Caumes, E. Gillon, B. Legeret, C. Taillefumier, A. Imberty and S. Faure, Chem. Commun., 2015, 51, 12301 DOI: 10.1039/C5CC04646G

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